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Holiday Lettings
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> England
> Yorkshire
> North Yorkshire
> Cottages and houses in Helmsley

Cottages in Helmsley and Houses - Holiday Lettings - Holiday Rentals Helmsley

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • Caravan/Mobile Home (1)
  • Apartment (46)
  • Cottage (93)
  • House (48)
  • Lodge (1)
  • Bungalow (1)
  • Barn (7)
  • Townhouse (2)
  • Farmhouse (1)
  • Studio (1)
  • Yurt (1)
  • Log cabin (6)
  • B&B (2)
  • Shepherds Hut (2)

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1 Holiday homes

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Great rentals within 20 miles that match your search

Holiday caravan/mobile home in Knaresborough

Knaresborough caravan/mobile home

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £138 / night

£962 / week

1 / 15

Great rentals within 20 miles that match your search

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Holiday cottage with golf nearby in Upper Poppleton

Upper Poppleton cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £137 / night

£481 - £1,255 / week

1 / 21

Great rentals within 20 miles that match your search

Guisborough holiday apartment rental

Guisborough apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £139 / night

£472 - £1,244 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday cottage in Pickering

Pickering cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

from £189 / night

£1,323 / week

1 / 52

Great rentals within 20 miles that match your search

Staithes holiday home rental

Staithes house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £135 / night

£469 - £1,423 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Thornaby on Tees

Thornaby on Tees house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Property type

from £98 / night

£630 - £1,432 / week

1 / 34

Great rentals within 20 miles that match your search

Apartment rental in Rawcliffe

Rawcliffe apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £201 / night

£1,088 / week

1 / 13

Great rentals within 20 miles that match your search

Norton holiday caravan/mobile home rental

Norton caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Tennis in town

from £149 / night

£1,042 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday cottage rental

Hinderwell cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £127 / night

£448 - £1,336 / week

1 / 29

Great rentals within 20 miles that match your search

Apartment rental in Whitby

Whitby apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £157 / night

£556 - £1,580 / week

1 / 26

Great rentals within 20 miles that match your search

Norton holiday cottage rental

Norton cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

from £129 / night

£500 - £1,399 / week

1 / 19

Great rentals within 20 miles that match your search

Skinningrove holiday cottage rental

Skinningrove cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £93 / night

£357 - £1,146 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Whitby

Whitby apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £141 / night

£445 - £1,225 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Stokesley

Stokesley cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £130 / night

£410 - £1,151 / week

1 / 24

Great rentals within 20 miles that match your search

Apartment rental in Clifton with golf nearby

Clifton apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £167 / night

£662 - £1,556 / week

1 / 17

Great rentals within 20 miles that match your search

Whitby holiday home rental

Whitby house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £111 / night

£334 - £1,126 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Whitby

Whitby apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £141 / night

£489 - £1,125 / week

1 / 28

Great rentals within 20 miles that match your search

Hutton Rudby holiday caravan/mobile home rental

Hutton Rudby caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Tennis in town

from £133 / night

£846 - £2,119 / week

1 / 19

Great rentals within 20 miles that match your search

Hutton Rudby holiday caravan/mobile home rental

Hutton Rudby caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Tennis in town

from £133 / night

£846 - £2,119 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in West Heslerton

West Heslerton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £142 / night

£580 - £1,704 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Whitby

Whitby cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £113 / night

£390 - £1,066 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Guisborough

Guisborough cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £164 / night

£650 - £1,968 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Whitby

Whitby cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £150 / night

£526 - £1,570 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Staithes

Staithes cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £104 / night

£400 - £921 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in Redcar

Redcar house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £161 / night

£481 - £1,296 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday barn in Whitby

Whitby barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

13 reviews

from £138 / night

£716 - £945 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday barn in Whitby

Whitby barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

19 reviews

from £138 / night

£716 - £945 / week

1 / 30

Great rentals within 20 miles that match your search

Whitby holiday home rental

Whitby house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: Property type

35 reviews

from £401 / night

£1,443 - £4,122 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday apartment in York

York apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £172 / night

£1,203 / week

1 / 19

Great rentals within 20 miles that match your search

Whitby holiday home rental

Whitby house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

2 reviews

from £116 / night

£411 - £1,376 / week

1 / 41

Great rentals within 20 miles that match your search

Apartment rental in Ripon

Ripon apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

9 reviews

from £115 / night

£756 - £916 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday home in Whitby

Whitby house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

5 reviews

from £144 / night

£1,002 / week

1 / 21

Great rentals within 20 miles that match your search

Elvington holiday home rental

Elvington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

2 reviews

from £90 / night

£286 - £804 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Whitby

Whitby house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £138 / night

£550 - £1,559 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Whitby

Whitby house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

4 reviews

from £131 / night

£560 - £1,624 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Whitby

Whitby house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £100 / night

£418 - £1,230 / week

1 / 13

Great rentals within 20 miles that match your search

Apartment rental in York

York apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

24 reviews

from £111 / night

£676 / week

1 / 13

Great rentals within 20 miles that match your search

Central York holiday townhouse rental

Central York townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

8 reviews

from £384 / night

£2,685 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday cottage letting

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £121 / night

£555 - £1,066 / week

1 / 27

Great rentals within 20 miles that match your search

Guisborough holiday cottage rental

Guisborough cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

18 reviews

from £144 / night

£674 / week

1 / 15

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